Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine

The first enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines is described. In the presence of a dipeptide phosphine catalyst, a wide range of highly functionalized cyclopentenes bearing an all-carbon quaternary center were obtained in moderate to go...

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Detalles Bibliográficos
Autores principales: Ni, Huanzhen, Yao, Weijun, Lu, Yixin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778533/
https://www.ncbi.nlm.nih.gov/pubmed/26977194
http://dx.doi.org/10.3762/bjoc.12.37
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author Ni, Huanzhen
Yao, Weijun
Lu, Yixin
author_facet Ni, Huanzhen
Yao, Weijun
Lu, Yixin
author_sort Ni, Huanzhen
collection PubMed
description The first enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines is described. In the presence of a dipeptide phosphine catalyst, a wide range of highly functionalized cyclopentenes bearing an all-carbon quaternary center were obtained in moderate to good yields and with good to excellent enantioselectivities.
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spelling pubmed-47785332016-03-14 Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine Ni, Huanzhen Yao, Weijun Lu, Yixin Beilstein J Org Chem Full Research Paper The first enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines is described. In the presence of a dipeptide phosphine catalyst, a wide range of highly functionalized cyclopentenes bearing an all-carbon quaternary center were obtained in moderate to good yields and with good to excellent enantioselectivities. Beilstein-Institut 2016-02-24 /pmc/articles/PMC4778533/ /pubmed/26977194 http://dx.doi.org/10.3762/bjoc.12.37 Text en Copyright © 2016, Ni et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Ni, Huanzhen
Yao, Weijun
Lu, Yixin
Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine
title Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine
title_full Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine
title_fullStr Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine
title_full_unstemmed Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine
title_short Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated N-sulfonylimines catalyzed by a bifunctional dipeptide phosphine
title_sort enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated n-sulfonylimines catalyzed by a bifunctional dipeptide phosphine
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778533/
https://www.ncbi.nlm.nih.gov/pubmed/26977194
http://dx.doi.org/10.3762/bjoc.12.37
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AT yaoweijun enantioselective32annulationofasubstitutedallenoateswithbgunsaturatednsulfonyliminescatalyzedbyabifunctionaldipeptidephosphine
AT luyixin enantioselective32annulationofasubstitutedallenoateswithbgunsaturatednsulfonyliminescatalyzedbyabifunctionaldipeptidephosphine

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